10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Orvieto

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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Siena, Rome, Tivoli, Orvieto, and San Gimignano.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 2 nights in Florence, 1 night in Siena, 3 nights in Rome, and 1 night in Orvieto. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

As you hit the open road and drive through Pisa, Florence, Siena, Rome, Tivoli, Orvieto, and San Gimignano, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Basilica of Santa Croce in FlorenceBargello National MuseumPalazzo VecchioUffizi GalleryPonte Vecchiopiazza della Signoria
Central MarketMedici ChapelsCathedral of Santa Maria del FioreGalleria dell'AccademiaDavidVilla Calcinaia - Conti Capponi
Siena CathedralBattistero di San Giovanni BattistaPubblico Palacepiazza del CampoTower of Mangia
ColosseumRoman ForumCastel Sant'AngeloTrevi FountainPiazza di Spagna
St Peter's BasilicaSistine ChapelSaint Peter's SquareVatican MuseumsCampo de' FioriTrastevere

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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Say hello to Pisa! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Pisa for 1 night before you continue your adventure!

Pisa is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Knights' Square, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, il Mercante is another top choice with a popular menu. You could also check for a table at La Ghiotteria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day out.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Florence
  • More

Drive 87 km, 1 hour 42 min

  • Basilica of Santa Croce in Florence
  • Bargello National Museum
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • More

On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pisa allows for both. Start by heading to Basilica Of Santa Croce In Florence. This captivating church provides an insightful glimpse into the city's identity. Next, discover Bargello National Museum, a noteworthy museum, promising a delightful encounter.

Continue your sightseeing with a visit to Palazzo Vecchio, a well-known palace. When you’re done, don’t forget to make a stop at the astonishing Uffizi Gallery. Not far away from the art gallery, you will find the grand Piazza Della Signoria, perfect for a quick visit. Round off your day at Ponte Vecchio, another gem in Pisa with romantic features to discover.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 3

Day 3

  • Florence
  • More

Drive 56 km, 1 hour 57 min

  • Central Market
  • Medici Chapels
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David
  • Villa Calcinaia - Conti Capponi
  • More

On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Florence and Greti. You still have 1 night left in Florence.

Central Market is must-visit food market and a great starting point for the day. Next, continue your journey to Medici Chapels, a curiosity-inducing museum, located just a leisurely stroll away. Next, head to Cathedral Of Santa Maria Del Fiore, an enchanting church, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the well-known Galleria Dell'accademia. If you’re looking for more, David is also a popular attraction that is worthwhile a visit. Lastly, don’t miss Villa Calcinaia - Conti Capponi, a place of romantic interest in the city.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 4

Day 4

  • Florence
  • Siena
  • More

Drive 79 km, 1 hour 23 min

  • Siena Cathedral
  • Battistero di San Giovanni Battista
  • Pubblico Palace
  • piazza del Campo
  • Tower of Mangia
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Siena. You’ll stay here for 1 night.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the well-known Siena Cathedral, a romantic church in Florence. Next, go to Battistero Di San Giovanni Battista.

After visiting Siena Cathedral and Battistero Di San Giovanni Battista, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Pubblico Palace. This UNESCO world heritage-listed palace offers a unique experience. Piazza Del Campo is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Tower Of Mangia, one of the most picture-perfect places to visit in Florence.

At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Siena, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 5

Day 5

  • Siena
  • Rome
  • More

Drive 250 km, 3 hours 40 min

  • Colosseum
  • Roman Forum
  • Castel Sant'Angelo
  • Trevi Fountain
  • Piazza di Spagna
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Colosseum. This respected archeological site is sure to ignite your curiosity. Next, dive into the historic features of Roman Forum, a must-visit archeological site in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Castel Sant'angelo, a top-rated castle. For a change of scene, check out Trevi Fountain, known for its culturally significant features. We also recommend visiting Piazza Di Spagna. This public square is a must for anyone looking to experience the city to the fullest.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

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Day 6

Day 6

  • Rome
  • More

Drive 9 km, 1 hour 8 min

  • St Peter's Basilica
  • Sistine Chapel
  • Saint Peter's Square
  • Vatican Museums
  • Campo de' Fiori
  • Trastevere
  • More

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome for your remaining 2 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Vatican City and Rome.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Start your adventure at St. Peter's Basilica. This world-famous major basilica is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Saint Peter's Square. This well-known square offers an enriching experience. Conclude your self-guided sightseeing tour with a visit to Campo De' Fiori. These sights offer a fulfilling end to a perfect day.

When you’re done exploring for the day, you’ll return to Rome and your accommodation.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 74 km, 2 hours 25 min

  • Piazza Navona
  • Pantheon
  • piazza del Popolo
  • Villa Borghese
  • Villa d'Este
  • More

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Piazza Navona is the perfect place to start. This public square is one of the most globally renowned places to visit in Rome. Next, head to Pantheon, a wondrous monument, known for its culturally significant features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Del Popolo. This romantic public square is a highly recommended experience. Nearby, you'll also find Villa Borghese and Villa D'este. Visit these for an interesting touch to your journey.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 8

Day 8

  • Rome
  • Orvieto
  • More

Drive 126 km, 2 hours 16 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Museo dell'Opera del Duomo
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • Pozzo della Cava
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Orvieto. At the end of the day, you will enjoy the comforts of a top-rated hotel in Orvieto, which will be your home away from home for 1 night.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Rome. Begin your sightseeing with Well Of St. Patrick. This notable monument is one of the top attractions in the village. Proceed to Orvieto Cathedral, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Museo Dell'opera Del Duomo. This frequently visited museum is a traveler-favorite. Not far away, you’ll find Orvieto Underground, another key site on your sightseeing itinerary. Torre Del Moro Orvieto is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Pozzo Della Cava and uncover why it's recognized as one of the village's most often recommended attractions.

When you’re done exploring for the day, you’ll drive to your hotel in Orvieto. Check in and spend some time relaxing before you head out to tour the town.

Indulge in a memorable dining experience at one of Orvieto's most popular restaurants, and connect with friendly locals for an authentic adventure.

Extend your evening after a delightful meal by visiting Bar Duomo, which offers the perfect atmosphere for a night out.

Raise your glass to another unforgettable day in Italy!

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Day 9

Day 9

  • Orvieto
  • Pisa
  • More

Drive 237 km, 3 hours 25 min

  • Porta San Giovanni
  • SanGimignano1300
  • Town Hall, Picture Gallery and Great Tower
  • Piazza del Duomo, San Gimignano
  • Parco della Rocca
  • More

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Today’s agenda in Orvieto includes a monument, a museum, a public square, a park and much more! Porta San Giovanni is must-visit monument and a great starting point for the day. Next, continue your journey to Sangimignano1300, a frequently visited museum, located just a leisurely stroll away. Next, head to Palazzo Comunale, Pinacoteca, Torre Grossa, a breathtaking museum, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Orvieto. When you're ready, let your sightseeing route take you to the locally appreciated Piazza Del Duomo. If you’re looking for more, Parco Della Rocca is also a beloved attraction that is worthwhile a visit.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Pisa. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 10

Day 10

  • Pisa - Departure day
  • More
  • Leaning Tower of Pisa
  • More

Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Leaning Tower Of Pisa, a culturally significant monument before you head out.

Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.

If you're in the mood to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering menu.

You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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